Had a few days to read this over and think about it. First thing to note: not making in-season changes is the easiest possible policy to follow FOR ADMIN.
Applied to my personal experiences: I've owned three franchises.
First one, I immediately found my second-best hitter walking away to free agency. Previous owner had been there for one season, went immediately into burn-down mode. Farm system had a few prospects but no depth. It made an overachieving mediocre roster barely a AAA squad. That first season is still the worst on my HBD record.
Second one, took over a stacked offensive team, played it for two seasons, left it with one or two contending runs in it but cleaned it up before I left because I respected the commish and didn't want to leave a mess for the new owner.
Third one, I picked up a team whose owner had gone AWOL in preseason due to health reasons. Team had lost its best prospect in Rule 5, had no SS, half the minor league pitchers were at 0. Took two full seasons to get the minor league teams back to having enough bodies. They'd better still be allowing emergency replacements.